Sodium Iodide → Benzyl 4-((6-(tert-butoxycarbonylamino)pyridin-3-yl)methyl)piperazine-1-carboxylate

HRID 85156

반응식

HRID 85156 반응식
CS(O[CH2:6][C:7]1[CH:8]=[N:9][C:10]([NH:13][C:14]([O:16][C:17]([CH3:20])([CH3:19])[CH3:18])=[O:15])=[CH:11][CH:12]=1)(=O)=O.[N:21]1([C:27]([O:29][CH2:30][C:31]2[CH:36]=[CH:35][CH:34]=[CH:33][CH:32]=2)=[O:28])[CH2:26][CH2:25][NH:24][CH2:23][CH2:22]1.C([O-])([O-])=O.[K+].[K+].[Na+].[I-]>CN(C=O)C>[C:17]([O:16][C:14]([NH:13][C:10]1[N:9]=[CH:8][C:7]([CH2:6][N:24]2[CH2:23][CH2:22][N:21]([C:27]([O:29][CH2:30][C:31]3[CH:36]=[CH:35][CH:34]=[CH:33][CH:32]=3)=[O:28])[CH2:26][CH2:25]2)=[CH:12][CH:11]=1)=[O:15])([CH3:20])([CH3:19])[CH3:18]

참가 물질

6

반응물 4

HCID 5238Sodium IodideHCID 11430Potassium CarbonateHCID 643495Benzyl piperazine-1-carboxylateHCID 86641141(6-(Tert-butoxycarbonylamino)pyridin-3-yl)methyl methanesulfonate

생성물 1

HCID 67203742Benzyl 4-((6-(tert-butoxycarbonylamino)pyridin-3-yl)methyl)piperazine-1-carboxylate수율 96%

시약·촉매·용매 1

HCID 6228Dimethylformamide용매

실험 절차

A mixture of (6-(tert-butoxycarbonylamino)pyridin-3-yl)methyl methanesulfonate (102; 1.30 g, 5.4 mmol), benzyl piperazine-1-carboxylate 103; (1.42 g, 6.5 mmol), K2CO3 (2.30 g, 16.1 mmol) and NaI (0.08 g, 0.54 mmol) in DMF (20 mL) was stirred at 60° C. for 2 h. The reaction mixture was filtered and the filtrate was concentrated under reduced pressure. Water (30 mL) was added and the mixture was filtered. The collected solids were washed further with water and dried to afford benzyl 4-((6-(tert-butoxycarbonylamino)pyridin-3-yl)methyl)piperazine-1-carboxylate 104 (2.20 g, 96%).

후처리

  1. filtrationThe reaction mixture was filtered
  2. concentrationthe filtrate was concentrated under reduced pressure
  3. additionWater (30 mL) was added
  4. filtrationthe mixture was filtered
  5. washThe collected solids were washed further with water
  6. customdried

출처 및 근거

ORD 기록
ord-d909f28cf0ec4418836cad7882ed2f2e
출처 데이터셋
uspto-grants-2014_09
특허 번호
US08846947B2

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